List of benzodiazepines
The tables below contain a sample list of benzodiazepines and benzodiazepine analogs that are commonly prescribed, with their basic pharmacological characteristics, such as half-life and equivalent doses to other benzodiazepines , also listed, along with their trade names and primary uses. The elimination half-life is how long it takes for half of the drug to be eliminated by the body. "Time to peak" refers to when maximum levels of the drug in the blood occur after a given dose. Benzodiazepines generally share the same pharmacological properties, such as anxiolytic , sedative , hypnotic , skeletal muscle relaxant , amnesic , and anticonvulsant effects. Variation in potency of certain effects may exist amongst individual benzodiazepines. Some benzodiazepines produce active metabolites . Active metabolites are produced when a person's body metabolizes the drug into compounds that share a similar pharmacological profile to the parent compound and thus are relevant when calculating how long the pharmacological effects of a drug will last. Long-acting benzodiazepines with long-acting active metabolites, such as diazepam and chlordiazepoxide , are often prescribed for benzodiazepine or alcohol withdrawal as well as for anxiety if constant dose levels are required throughout the day. Shorter-acting benzodiazepines are often preferred for insomnia due to their lesser hangover effect.[ 1] [ 2] [ 3] [ 4] [ 5]
It is fairly important to note that elimination half-life of diazepam and chlordiazepoxide, as well as other long half-life benzodiazepines, is twice as long in the elderly compared to younger individuals. Due to increased sensitivity and potentially dangerous adverse events among elderly patients, it is recommended to avoid prescribing them as specified by the 2015 American Geriatrics Society Beers Criteria .[ 6] Individuals with an impaired liver also metabolize benzodiazepines more slowly. Thus, the approximate equivalent of doses below may need to be adjusted accordingly in individuals on short acting benzodiazepines who metabolize long-acting benzodiazepines more slowly and vice versa. The changes are most notable with long acting benzodiazepines as these are prone to significant accumulation in such individuals and can lead to withdrawal symptoms.[citation needed ] For example, the equivalent dose of diazepam in an elderly individual on lorazepam may be half of what would be expected in a younger individual.[ 7] [ 8] Equivalent doses of benzodiazepines differ as much as 20 fold.[ 9] [ 10] [ 11]
Pharmacokinetic properties of various benzodiazepines
Equivalency data in the table below is taken from the Ashton "Benzodiazepine Equivalence Table".[ 4] [ 12] [ 13] [ 14]
Drug Name
Common Trade Names[ a]
Year Approved
(US FDA )
Typical Oral Dosage Formulations
(mg)
Approx. Equivalent Oral Dose to 10 mg Diazepam[ b] (mg)
Peak Onset of Action
(hours)
Elimination Half-life of Active Metabolite (hours)
Primary Therapeutic Use
Adinazolam
Deracyn
Research chemical
1–2
3
anxiolytic , antidepressant
Alprazolam
Xanax, Helex, Xanor, Trankimazin, Onax, Alprox, Misar, Restyl, Solanax, Tafil, Neurol, Frontin, Kalma, Ksalol, Farmapram
1981
0.25, 0.5, 1, 2
0.5
1–3[ 16]
11-13 [10–20][ 16]
anxiolytic , antidepressant [ 17]
Bentazepam [ c]
Thiadipona
25
1–3
2–4
anxiolytic
Bretazenil [ 18]
2.5
anxiolytic , anticonvulsant
Bromazepam
Lexotanil, Lexotan, Lexilium, Lectopam, Lexaurin, Lexatin, Bromam
1981
1.5, 3, 6
6
1–5
20–40
anxiolytic ,
hypnotic , muscle relaxant
Bromazolam
Research chemical
2 , 4
2
anxiolytic
Brotizolam [ d]
Lendormin, Dormex, Sintonal, Noctilan
0.25
0.5
0.5–2
4–5
hypnotic
Camazepam
Albego, Limpidon
40[ 19]
1–3
6–11
anxiolytic
Chlordiazepoxide
Librium, Risolid, Elenium
1960
5, 10, 25
25
1.5–6
36–200
anxiolytic
Cinazepam
Levana
0.5, 1, 2
2–4
60
hypnotic , anxiolytic
Cinolazepam
Gerodorm
40
0.5–2
9
hypnotic
Clobazam
Onfi, Frisium, Urbanol
2011
5, 10, 20
20
1–5
8–60
anxiolytic , anticonvulsant
Clonazepam
Rivatril, Rivotril, Klonopin, Iktorivil, Paxam
1975
0.5, 1, 2
0.5-1
1–5
19.5–50
anticonvulsant , anxiolytic
Clonazolam
Research chemical
0.25, 0.5
0.2
0.5-1
3-4[ 20]
hypnotic , anticonvulsant
Clorazepate
Tranxene, Tranxilium
1972
3.75, 5, 7.5
15
Variable
32–152
anxiolytic , anticonvulsant
Clotiazepam [ c]
Veratran, Clozan, Rize
5, 10
10
1–3
4
anxiolytic
Cloxazolam
Cloxam, Sepazon, Olcadil
1, 2, 4
1.5[ 19]
2–5
55–77[ 19]
anxiolytic , anticonvulsant
Delorazepam
Dadumir
0.5, 1, 2
1-1.5
1–2
79<[ 21]
anxiolytic , amnesic
Deschloroetizolam [ d]
Research chemical
1, 2
4
anxiolytic
Diazepam
Antenex, Apaurin, Apzepam, Apozepam, Diazepan, Hexalid, Normabel, Pax, Stesolid, Stedon, Tranquirit, Valium, Vival, Valaxona
1963
2, 5, 10
10
1–1.5
32–205
anxiolytic , anticonvulsant , muscle relaxant , amnesic
Diclazepam [ 22]
Research chemical
1, 2
2
1.5–3
42
anxiolytic , muscle relaxant
Estazolam
ProSom, Nuctalon
1990
1, 2
2[ 19]
3–5
10–24
hypnotic , anxiolytic
Ethyl carfluzepate
Not approved
2
1–5
11–24
hypnotic
Etizolam [ d]
Etilaam, Etizest, Pasaden, Depas
Often sold as a research chemical, but is approved for human use in many countries. Controlled substance in some US states, Canada, Germany, Austria, and others.[ 23] [ 24]
1
2
1–3
5-7
anxiolytic , muscle relaxant , anticonvulsant
Ethyl loflazepate
Victan, Meilax, Ronlax
2[ 19]
2.5–3
73–119
anxiolytic
Flualprazolam
Research chemical
0.5, 1
0.25
1-2
12-22
anxiolytic , hypnotic
Flubromazepam [ 25]
Templex
Research chemical
4, 8, 12
4
1.5–8
100–220
anxiolytic , hypnotic , amnesic , muscle relaxant , anticonvulsant
Flubromazolam
Remnon
Research chemical
0.25, 0.5
0.075
0.5-5
10-20[ 26]
hypnotic
Fluclotizolam [ d]
Research chemical
0.25-0.5
anxiolytic
Flunitrazepam
Rohypnol, Hipnosedon, Vulbegal, Fluscand, Flunipam, Ronal, Rohydorm, Hypnodorm
1972
1, 2
1.5
0.5–3
18–200
hypnotic
Flunitrazolam
Research chemical
0.25, 0.5
0.1
0.5-1
5-13
hypnotic
Flurazepam
Dalmadorm, Dalmane, Fluzepam
1970
30
20-25
1–1.5
40–250
hypnotic
Flutazolam
Coreminal
4
10
1-3
47-100
hypnotic
Flutemazepam
Research chemical
1
0.5-5
8-20
hypnotic , anxiolytic , anticonvulsant , muscle relaxant [ 27]
Flutoprazepam
Restas
1984
1, 2
2.5
0.5–9
87[ 28]
hypnotic , anticonvulsant , muscle relaxant
Halazepam
Alapryl, Paxipam
1981
20, 40
40
3–6
15-35 [30-100]
anxiolytic
Ketazolam
Anxon, Sedotime
1980
15, 30, 45
20
2.5–6
30-100 [36-200]
anxiolytic
Loprazolam
Dormonoct, Havlane
1983
1, 2
1.5
2–5
6–20[ 29]
hypnotic
Lorazepam
Ativan, Orfidal, Lorenin, Lorsilan, Temesta, Tavor, Lorabenz
1977
0.5, 1, 2, 2.5
1
2–4
10–20
anxiolytic , anticonvulsant , hypnotic , muscle relaxant [ 30] [ 14] [ 31]
Lormetazepam
Loramet, Noctamid, Pronoctan
1984
1, 2
1.5
0.5–2
10-12
hypnotic , anxiolytic
Meclonazepam
Research chemical
6
anxiolytic
Medazepam
Nobrium, Ansilan, Mezapam, Rudotel, Raporan
10
10
4-8
36–200
anxiolytic
Metizolam [ d]
Research chemical
1, 2, 4
2–4
12
anxiolytic
Mexazolam
Melex, Sedoxil
0.5, 1
1–2
anxiolytic
Midazolam
Dormicum, Flormidal, Versed, Hypnovel, Dormonid
1985
7.5, 15
10 (oral)
4 (IV)
0.5–1
1.8-6
hypnotic , anticonvulsant
Nifoxipam
Research chemical
0.5, 1, 2
hypnotic
Nimetazepam
Erimin, Lavol
1984
5
2.5-5
0.5–3
14–30
hypnotic
Nitemazepam
Research chemical
2
0.5-5
10-27
hypnotic , anticonvulsant
Nitrazepam
Mogadon, Alodorm, Pacisyn, Dumolid, Nitrazadon
1965
5, 10
5
0.5–7
17–48
hypnotic , anticonvulsant
Nitrazolam
Research chemical
0.5, 1
hypnotic
Nordazepam
Madar, Stilny
5, 7.5, 15
10-15
30–150
anxiolytic
Norflurazepam
Research chemical
5
47-100
hypnotic
Oxazepam
Seresta, Serax, Serenid, Serepax, Sobril, Oxabenz, Oxapax, Oxascand, Ox-Pam, Opamox, Alepam, Medopam, Murelax, Noripam, Purata
1965
10, 15, 30, 50
30
3–4
4–11
anxiolytic
Phenazepam
Phenazepam, Phenzitat
Research chemical
1.5–4
60
anxiolytic , anticonvulsant
Pinazepam
Domar, Duna
5, 10
40–100
anxiolytic
Prazepam
Demetrin, Lysanxia, Prazene, Centrax
1976
10, 20, 30
15-20
2–6
36–200
anxiolytic
Premazepam
Not approved
15
2–6
10–13
anxiolytic
Pyrazolam
Research chemical
0.25, 0.5, 1
1–1.5
16–18[ 32]
anxiolytic , amnesic
Quazepam
Doral, Quiedorm
1985
15
20
1–5
39–120
hypnotic
Rilmazafone
Rhythmy
11
hypnotic
Temazepam
Restoril, Normison, Euhypnos, Temaze, Tenox
1981
10, 20
15-20
0.5–3
4–11
hypnotic , anxiolytic , muscle relaxant
Tetrazepam
Myolastan, Clinoxam, Epsipam, Musaril
50
1–3
3–26
muscle relaxant , anxiolytic
Triazolam
Halcion, Rilamir, Notison, Somese
1980
0.125, 0.25
0.5
0.5–2
2
hypnotic
Drug Name
Common Trade Names
Year Approved
Typical Dosages of Oral Tablets
(mg)
Approx. Equivalent Oral Dose to 10mg Diazepam (mg)
Peak onset of action (hours)
Elimination Half-life of Active Metabolite (hours)
Primary Therapeutic Use
Atypical benzodiazepine receptor ligands
Drug Name
Common Trade Names
Year approved (US FDA )
Elimination Half-life of Active Metabolite (hours)
Primary Therapeutic Use
DMCM
anxiogenic , convulsant
Flumazenil [ e]
Anexate, Lanexat, Mazicon, Romazicon
1
antidote
Eszopiclone §
Lunesta
2004
6
hypnotic
Zaleplon §
Sonata, Starnoc
1999
1
hypnotic
Zolpidem §
Ambien, Nytamel, Sanval, Stilnoct, Stilnox, Sublinox (Canada), Xolnox, Zoldem, Zolnod
1992
2.6
hypnotic
Zopiclone §
Imovane, Rhovane, Ximovan; Zileze; Zimoclone; Zimovane; Zopitan; Zorclone, Zopiklone
4–6
hypnotic
^ Not all trade names are listed.
^ An alternative table published by the state of South Australia uses equivalent approximate oral dosages to 5 mg diazepam .[ 15]
^ a b Technically this is a thienodiazepine , but produces very similar effects as benzodiazepines.
^ a b c d e Technically this is a thienotriazolodiazepine , but produces very similar effects as benzodiazepines.
^ Flumazenil is an imidazobenzodiazepine derivative,[ 33] and in layman's terms, it is a benzodiazepine overdose antidote that is given intravenously in Intensive Care Units (ICUs) to reverse the effects of benzodiazepine overdoses, as well for overdoses of the non-benzodiazepine "Z-drugs" such as zolpidem.[ 34] Flumazenil is contraindicated for benzodiazepine-tolerant patients in overdose cases.[ 34] In such cases, the benefits are far outweighed by the risks, which include potential and severe seizures.[ 33] [ 35] The method by which flumazenil acts to prevent non-benzodiazepine tolerant overdose from causing potential harm is via preventing the benzodiazepines and Z-drugs from binding to the GABAA receptors via competitive inhibition which the flumazenil creates. Clinical observation notating the patient's oxygen levels, respiratory, heart and blood pressure rates are used, as they are much safer than the potential seizure effects from flumazenil. Supportive care to mediate any problems resulting from abnormal rates of the pulmonary, respiratory, and cardiovascular systems is typically the only treatment that is required in benzodiazepine-only overdoses.[ 36] In most cases, activated charcoal/carbon is often used to prevent benzodiazepines from being absorbed by the gastrointestinal tract, and the use of stomach-pumping/gastric lavage is no longer commonly used nor suggested by some toxicologists.[ 37] Even in cases where other central nervous system (CNS) depressants (such as in combined benzodiazepine and tricyclic antidepressant/TCA overdoses) are detected and/or suspected, endotrachial intubation for the airway path and supportive oxygen are typically implemented and are much safer than flumazenil.[ 36]
Controversy
In 2015 the UK's House of Commons attempted to get a two to four week limit mandate for prescribing benzodiazepines to replace the two to four week benzodiazepine prescribing guidelines, which are merely recommended.[ 38]
Binding data and structure-activity relationship
A variety of Benzodiazepines along with their molecular structure.
A large number of benzodiazepine derivatives have been synthesised and their structure-activity relationships explored in detail.[ 39] [ 40] [ 41] [ 42] This chart contains binding data for benzodiazepines and related drugs investigated by Roche up to the late 1990s (though in some cases the compounds were originally synthesised by other companies such as Takeda or Upjohn ).[ 43] [ 44] [ 45] [ 46] [ 47] [ 48] Other benzodiazepines are also listed for comparison purposes,[ 49] [ 50] [ 51] but it does not however include binding data for;
While binding or activity data are available for most of these compounds also, the assay conditions vary between sources, meaning that in many cases the values are not suitable for a direct comparison. Many older sources used animal measures of activity (i.e. sedation or anticonvulsant activity) but did not measure in vitro binding to benzodiazepine receptors.[ 57] [ 58] See for instance Table 2 vs Table 11 in the Chem Rev paper, Table 2 lists in vitro pIC50 values matching those below, while Table 11 has pEC50 values derived from in vivo assays in mice, which show the same activity trends but cannot be compared directly, and includes data for compounds such as diclazepam and flubromazepam which are not available in the main data set.
Also note;
IC50 / pIC50 values represent binding affinity only and do not reflect efficacy or pharmacokinetics, and some compounds listed are GABAA antagonists rather than agonists (e.g. flumazenil ).
Low IC50 or high pIC50 values indicate tighter binding (pIC50 of 8.0 = IC50 of 10nM, pIC50 of 9.0 = IC50 of 1nM, etc.)
These are non subtype selective IC50 values averaged across all GABAA receptor subtypes , so subtype selective compounds with strong binding at one subtype but weak at others will appear unusually weak due to averaging of binding values (see e.g. CL-218,872 )
† indicates a predicted value from in silico modelling.[ 59]
Finally, note that the benzodiazepine core is a privileged scaffold , which has been used to derive drugs with diverse activity that is not limited to the GABAA modulatory action of the classical benzodiazepines,[ 60] such as devazepide and tifluadom , however these have not been included in the list below. 2,3-benzodiazepines such as tofisopam are also not listed, as these act primarily as AMPA receptor modulators, and are inactive at GABAA receptors.
Table
Table of benzodiazepines
Chemical structure
Code
pIC50 / IC50
Chemical name
PubChem
CAS number
Ro05-3061
7.3979 / 40nM
7-fluoro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
75849
2648-00-2
Ro05-4865
7.7696 / 17nM
7-fluoro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
44366179
Ro05-6820
8.1308 / 7.4nM
7-fluoro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
44366116
Ro05-6822
8.2924 / 5.1nM
7-fluoro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
23275675
2024-34-2
Iso-flubromazepam
7-fluoro-5-(2-bromophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
15292433
153873-96-2
Nordazepam
8.0269 / 9.4nM
7-chloro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
2997
1088-11-5
Diazepam
8.0915 / 8.1nM
7-chloro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
3016
439-14-5
Norflurazepam (Ro05-3367)
8.699
7-chloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
4540
2886-65-9
Fludiazepam
7-chloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
3369
3900-31-0
Ro07-3953
8.7959 / 1.6nM
7-chloro-5-(2,6-difluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
23275763
Difludiazepam (Ro07-4065)
8.3872 / 4.1nM
7-chloro-5-(2,6-difluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
44366236
39080-67-6
Delorazepam
8.7447 / 1.8nM
7-chloro-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
17925
2894-67-9
Diclazepam (Ro05-3448)
7.8 †
7-chloro-5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
76168
2894-68-0
Ro05-4864
TSPO ligand
7-chloro-5-(4-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
1688
14439-61-3
Ro07-5193
8.5229
7-chloro-5-(2-chloro-6-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
44366219
Ro22-3294
8.1549
7-chloro-5-(2,6-dichlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
12790028
Ro07-5220
8.2596
7-chloro-5-(2,6-dichlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
9975396
30144-88-8
7-BPDBD
7.8 †
7-bromo-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
76167
2894-61-3
QH-II-063
7-bromo-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
627432
28611-28-1
Phenazepam
8.4 †
7-bromo-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
40113
51753-57-2
Flubromazepam (JYI-42)
7.6 †
7-bromo-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
12947024
2647-50-9
Flubrometazepam
7-bromo-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
135809
86890-79-1
SH-I-048A
(3S)-7-bromo-5-(2-fluorophenyl)-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
49850464
872874-11-8
Gidazepam
6.4 †
2-(7-bromo-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepin-1-yl)acetohydrazide
121919
129186-29-4
Ro13-3780
8.6198
7-bromo-5-(2,6-difluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
9975396
103380-73-0
Ro07-9749
7-iodo-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
3082318
30843-56-2
Ro07-9957
8.5376
7-iodo-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
118749
Ro05-2904
7.8861 / 13nM
7-trifluoromethyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
16795
2285-16-7
Ro14-3074
8.2757 / 5.3nM
7-azido-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
Nitrazepam
8.0 / 10nM
7-nitro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
4506
146-22-5
Nimetazepam
7-nitro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
4496
2011-67-8
Ro05-4435
8.829 / 1.5nM
7-nitro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
520217
2558-30-7
Flunitrazepam
8.4202 / 3.8nM
7-nitro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
3380
1622-62-4
Clonazepam
8.7447 / 1.8nM
7-nitro-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
2802
1622-61-3
Ro05-4082
8.6576
7-nitro-5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
528222
5527-71-9
Ro05-3590
8.4559 / 3.5nM
7-nitro-5-[2-(trifluoromethyl)phenyl]-1H-benzo[e] [1,4]diazepin-2(3H)-one
15024
1427-45-8
QH-146
7-nitro-5-(2-nitrophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
44383992
Ro20-7736
7.0177 / 96nM
7-hydroxyamino-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro05-3072
6.4134 / 386nM
7-amino-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
78641
4928-02-3
Ro05-4318
6.3372 / 460nM
7-amino-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
23275339
4959-16-4
Ro20-1815
7.1871 / 65nM
7-amino-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
92294
34084-50-9
Ro05-4619
7.1249 / 75nM
7-amino-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
188298
4959-17-5
Ro05-3308
IC50 >1000nM
N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepin-7-yl)acetamide
Ro12-6377
7.1249 / 455nM
1-(5-(2-fluorophenyl)-1-methyl-2-oxo-2,5-dihydro-1H-benzo[e] [1,4]diazepin-7-yl)-3-methylurea
Ro05-9090
IC50 >1000nM
7-(aminomethyl)-1-methyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro05-3343
IC50 >1000nM
N,N-dimethyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepine-7-sulfonamide
214460
12037-79-5
Ro05-4528
6.4202 / 380nM
7-cyano-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro20-2541
7.5229 / 30nM
7-cyano-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro20-2533
7.4437 / 36nM
7-ethyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
10264786
Ro20-5747
7.6198 / 24nM
7-vinyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
44366036
QH-ii-066
7.4 †
7-ethynyl-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
9838431
183239-39-6
OMB-18
7-ethynyl-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
89276170
XLI-352
7-ethynyl-5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
21065236
Ro20-5397
7.3665 / 43nM
7-formyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro20-3053
7.7447 / 18nM
7-acetyl-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
21828109
Ro05-2921
6.4559 / 350nM
5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
76175
2898-08-0
Ro05-3663
IC50 >1000nM
5-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
5080
70656-87-0
Ro05-4336
7.6778 / 21nM
5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
13292074
Ro07-4419
7.7212 / 19nM
5-(2,6-difluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
44366255
Ro05-4520
7.8539 / 14nM
5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
193319
844-11-1
Ro05-4608
8.4202
5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
10469149
Ro05-3546
6.4949 / 320nM
6-chloro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
14590445
Ro13-0699
6.8239 / 150nM
6-chloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
44377764
Ro07-6198
7.5528 / 28nM
8-chloro-5-(2,6-difluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
23275762
Ro20-8895
7.7212 / 19nM
8-methyl-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
44366169
Ro13-0593
7.1427 / 72nM
9-chloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro13-0882
IC50 300nM
6,8-dichloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro22-6762
7.3979 / 40nM
7,8-dichloro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
44366089
Ro20-8065
8.4437 / 3.6nM
7,8-dichloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
10358803
88695-06-1
Ro20-8552
7.8539 / 14nM
7-methyl-8-chloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
44366138
Ro05-2750
7.4318 / 37nM
6,8-dichloro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro14-2312
IC50 >1000nM
6-amino-8-chloro-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro07-3609
7.284
Ro11-8125
7.4318 / 37nM
5-(2-chlorophenyl)-1H-thieno[2,3-e] [1,4]diazepin-2(3H)-one
Ro08-6739
IC50 70nM
7-chloro-5-phenyl-1H-thieno[2,3-e] [1,4]diazepin-2(3H)-one
Ro09-9212
8.4089 / 3.9nM
7-chloro-5-(2-chlorophenyl)-1H-thieno[2,3-e] [1,4]diazepin-2(3H)-one
135721042
Ro10-2643
IC50 9.4nM
7-chloro-5-(2-chlorophenyl)-1H-thieno[3,2-e] [1,4]diazepin-2(3H)-one
Clotiazepam
7-ethyl-5-(2-chlorophenyl)-1-methyl-1H-thieno[2,3-e] [1,4]diazepin-2(3H)-one
2811
33671-46-4
Bentazepam
8.5 †
5-phenyl-3,5a,6,7,8,9-hexahydro-2H-[1]benzothieno[2,3-e] [1,4]diazepin-2(3H)-one
34592
29462-18-8
Lopirazepam
7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-2H-pyrido[3,2-e] [1,4]diazepin-2-one
68672
42863-81-0
Premazepam
6.7696 / 170nM
6,7-dimethyl-5-phenyl-3,7-dihydropyrrolo[3,4-e] [1,4]diazepin-2(1H)-one
72104
57435-86-6
Ripazepam
1-ethyl-3-methyl-8-phenyl-4,6-dihydropyrazolo[4,3-e] [1,4]diazepin-5(1H)-one
33474
26308-28-1
Zolazepam
1,3,8-trimethyl-4-(2-fluorophenyl)-6,8-dihydropyrazolo[3,4-e] [1,4]diazepin-7(1H)-one
35775
31352-82-6
Zomebazam
8.1 †
1,3,8-trimethyl-4-phenyl-6,8-dihydropyrazolo[4,3-b] [1,4]diazepine-5,7(1H,4H)-dione
132677
78466-70-3
Ro17-2221
6.585 / 260nM
1-(2-aminoethyl)-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro07-5096
IC50 >1000nM
2-(7-chloro-5-(2-fluorophenyl)-2-oxo-2,3-dihydro-1H-benzo[e] [1,4]diazepin-1-yl)acetic acid
Ro08-3026
7.2007
Halazepam
7.0362 / 92nM
7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
31640
23092-17-3
Quazepam
7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-thione
4999
36735-22-5
Fletazepam
7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-1H-benzo[e] [1,4]diazepine
36834
34482-99-0
Pinazepam
7.0339 / 92.5nM
7-chloro-5-phenyl-1-(prop-2-yn-1-yl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
40391
52463-83-9
Prazepam
IC50 110nM
7-chloro-5-phenyl-1-cyclopropylmethyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
4890
2955-38-6
Flutoprazepam
6.6 †
7-chloro-5-(2-fluorophenyl)-1-cyclopropylmethyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
3400
25967-29-7
Cloniprazepam
7.8 †
7-nitro-5-(2-chlorophenyl)-1-cyclopropylmethyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro20-1310
6.2076 / 620nM
7-chloro-5-phenyl-1-(t-butyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
Fosazepam
7-chloro-5-phenyl-1-(dimethylphosphorylmethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
37114
35322-07-7
Iclazepam
7-chloro-5-phenyl-1-[2-(cyclopropylmethoxy)ethyl]-1H-benzo[e] [1,4]diazepin-2(3H)-one
68777
57916-70-8
Tolufazepam
7-chloro-5-(2-chlorophenyl)-1-[2-(4-methylphenyl)sulfonylethyl]-1H-benzo[e] [1,4]diazepin-2(3H)-one
65647
86273-92-9
Elfazepam
6.9 †
7-chloro-5-(2-fluorophenyl)-1-(2-ethylsulfonylethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
65445
52042-01-0
Reclazepam
2-[7-chloro-5-(2-chlorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-1-yl]-1,3-oxazol-4(5H)-one
3052777
76053-16-2
Ro07-1986
8.0809 / 8.3nM
1-(2-aminoethyl)-7-chloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
Flurazepam
7.8297
7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
3393
17617-23-1
Ro07-2750
7.6108 / 24.5nM
7-chloro-5-(2-fluorophenyl)-1-(2-hydroxyethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
Motrazepam
IC50 430nM
1-(methoxymethyl)-7-nitro-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
65764
29442-58-8
Ro08-9013
7.3716
Proflazepam
6.8539 / 140nM
7-chloro-1-(2,3-dihydroxypropyl)-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
3050433
52829-30-8
Ro22-4683
6.5229 / 300nM
7-nitro-5-(2-fluorophenyl)-1-(t-butyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro15-8852
6.1391 / 726nM
5-(2-chlorophenyl)-4-methyl-7-nitro-4,5-dihydro-1H-benzo[e] [1,4]diazepin-2(3H)-one
Chlorodiazepoxide
6.4535 / 352nM
7-chloro-2-methylamino-5-phenyl-3H-benzo[e] [1,4]diazepine-4-oxide
2712
58-25-3
Cyprazepam
7-chloro-N-(cyclopropylmethyl)-4-hydroxy-5-phenyl-3H-benzo[e] [1,4]diazepin-2-imine
27452
15687-07-7
Uldazepam
7.6 †
7-chloro-5-(2-chlorophenyl)-N-prop-2-enoxy-3H-benzo[e] [1,4]diazepin-2-amine
34274
28546-58-9
Demoxepam
6.5086 / 310nM
7-chloro-1,3-dihydro-5-phenyl-2H-benzo[e] [1,4]diazepin-2-one-4-oxide
13756
963-39-3
Medazepam
IC50 870nM
7-chloro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepine
4041
2898-12-6
Tuclazepam
7.7 †
7-chloro-5-(2-chlorophenyl)-2-(hydroxymethyl)-1-methyl-2,3-dihydro-1H-benzo[e] [1,4]diazepine
3050405
51037-88-8
Metaclazepam
7-bromo-5-(2-chlorophenyl)-2-(methoxymethyl)-1-methyl-2,3-dihydro-1H-benzo[e] [1,4]diazepine
71272
84031-17-4
Sulazepam
7.7 †
7-chloro-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-thione
17931
2898-13-7
Tetrazepam
7.4685 / 34nM
7-chloro-5-(cyclohexen-1-yl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
25215
10379-14-3
Nortetrazepam
IC50 34nM
7-chloro-5-(cyclohexen-1-yl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
166581
10379-11-0
Menitrazepam
7-nitro-5-(cyclohexen-1-yl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
189875
28781-64-8
Ro05-3328
7.0605 / 87nM
7-chloro-5-cyclohexyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Clazolam
8.1 †
2-chloro-5-methyl-5,9,10,14b-tetrahydroisoquino[2,1-d] [1,4]benzodiazepin-6(7H)-one
24107
7492-29-7
Bromazepam
7.7447 / 18nM
7-bromo-5-(pyridin-2-yl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
2441
1812-30-2
Methylbromazepam
7-bromo-5-(pyridin-2-yl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
630183
1812-33-5
Pyridazino-diazepam
7-chloro-5-(pyridazin-3-yl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
SCHEMBL9684958
7-chloro-5-(1H-pyrazol-5-yl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
21738192
Compound 6a
9.5 †
7-chloro-5-(3,5-dimethyl-4H-1,2,4-triazol-4-yl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
JC-184
7-bromo-5-(2-thienyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
21065240
BDBM50083903
7-chloro-5-(2-furanyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
10423506
Ro05-5605
6.5376
Ro11-3129
8.1871
(+)-2-amino-N-[2-(2-chlorobenzoyl)-4-nitrophenyl]propanamide
21413751
65607-70-7
Ro03-7355
6.3768
Ro11-4878
8.4559 / 3.5nM
7-chloro-5-(2-fluorophenyl)-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Meclonazepam
8.9208 / 1.2nM
(3S)-7-nitro-5-(2-chlorophenyl)-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
3033985
58662-84-3
Ro11-6896
8.1549 / 7nM
7-nitro-5-(2-fluorophenyl)-1,3-dimethyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Ro06-7263
7.3098 / 49nM
1,7-dichloro-5-phenyl-3-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
Oxazepam
7.7447 / 18nM
7-chloro-3-hydroxy-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
4616
604-75-1
Temazepam
7.7959 / 16nM
7-chloro-3-hydroxy-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
5391
846-50-4
Lorazepam
8.4559 / 3.5nM
7-chloro-3-hydroxy-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
3958
846-49-1
Lormetazepam
7-chloro-3-hydroxy-5-(2-chlorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
13314
848-75-9
Flutemazepam
8.1 †
7-chloro-3-hydroxy-5-(2-fluorophenyl)-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
40344
52391-89-6
Cinolazepam
7-chloro-3-hydroxy-5-(2-fluorophenyl)-1-(2-cyanoethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
3033621
75696-02-5
Doxefazepam
7-chloro-3-hydroxy-5-(2-fluorophenyl)-1-(2-hydroxyethyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
38668
40762-15-0
Nifoxipam
8.5 †
7-nitro-3-hydroxy-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
3058221
74723-10-7
Nitemazepam
7-nitro-3-hydroxy-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
12362353
40762-03-6
3-Hydroxyphenazepam
8.7 †
7-bromo-3-hydroxy-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
125820
70030-11-4
Cinazepam
7-bromo-3-succinyloxy-5-(2-chlorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
629281
172986-25-3
Pivoxazepam
7-chloro-3-pivalyloxy-5-phenyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
68722
55299-10-0
Camazepam
6.0458
7-chloro-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e] [1,4]diazepin-3-yl N,N-dimethylcarbamate
37367
36104-80-0
Clorazepate
IC50 59nM
7-chloro-2-oxo-5-phenyl-1H-benzo[e] [1,4]diazepine-3-carboxylic acid
2809
23887-31-2
Nitrazepate
7-nitro-2-oxo-5-phenyl-1H-benzo[e] [1,4]diazepine-3-carboxylic acid
21740
5571-84-6
Ethyl carfluzepate
8.0 †
ethyl 7-chloro-5-(2-fluorophenyl)-1-(methylcarbamoyl)-2-oxo-3H-benzo[e] [1,4]diazepine-3-carboxylate
68856
65400-85-3
Ethyl dirazepate
7.5 †
ethyl 7-chloro-5-(2-chlorophenyl)-2-oxo-3H-benzo[e] [1,4]diazepine-3-carboxylate
208941
23980-14-5
Ethyl loflazepate
ethyl 7-chloro-5-(2-fluorophenyl)-2-oxo-3H-benzo[e] [1,4]diazepine-3-carboxylate
3299
29177-84-2
Carburazepam
7.9 †
7-chloro-1-methyl-2-oxo-5-phenyl-1,2,3,5-tetrahydro-4H-benzo[e] [1,4]diazepine-4-carboxamide
68787
59009-93-7
Ro20-7078
8.2757 / 5.3nM
3,7-dichloro-5-(2-fluorophenyl)-1H-benzo[e] [1,4]diazepin-2(3H)-one
Clobazam
6.8861 / 130nM
7-chloro-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione
2789
22316-47-8
Desmethylclobazam
6.6778 / 210nM
7-chloro-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione
Triflubazam
8.4 †
7-trifluoromethyl-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione
2789
22316-47-8
Lofendazam
7-chloro-5-phenyl-1,3,4,5-tetrahydro-4H-1,5-benzodiazepin-4-one
71709
29176-29-2
Arfendazam
8.3 †
ethyl 7-chloro-4-oxo-5-phenyl-2,3-dihydro-1,5-benzodiazepine-1-carboxylate
65803
37669-57-1
CP-1414S
7.9 †
8-nitro-1-phenyl-4-amino-3H-1,5-benzodiazepin-2-one
37594
36975-99-2
Compound 6i
8.6 †
9-chloro-11-phenyl-6,11-dihydro-5H-pyrimido[4,5-b][1,5]benzodiazepin-5-one
Oxazolam
10-chloro-2-methyl-11b-phenyl-2,3,7,11b-tetrahydrobenzo[f]oxazolo[3,2-d] [1,4]diazepin-6(5H)-one
62779
24143-17-7
Cloxazolam
10-chloro-11b-(2-chlorophenyl)-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d] [1,4]benzodiazepin-6(5H)-one
2816
24166-13-0
Mexazolam
10-chloro-11b-(2-chlorophenyl)-3-methyl-2,3,7,11b-tetrahydro[1,3]oxazolo[3,2-d] [1,4]benzodiazepin-6(5H)-one
4177
31868-18-5
Flutazolam
10-chloro-11b-(2-fluorophenyl)-7-(2-hydroxyethyl)-3,5-dihydro-2H-[1,3]oxazolo[3,2-d] [1,4]benzodiazepin-6(5H)-one
3398
27060-91-9
Haloxazolam
10-bromo-11b-(2-fluorophenyl)-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d] [1,4]benzodiazepin-6(5H)-one
3563
59128-97-1
Ketazolam
11-chloro-8,12b-dihydro-2,8-dimethyl-12b-phenyl-4H-[1,3]oxazino[3,2-d] [1,4]benzodiazepine-4,7(6H)-dione
33746
27223-35-4
U-35005
8.3665 / 4.3nM
6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
21680194
4'-Chlorodeschloroalprazolam
6-(4-chlorophenyl)-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine
142641556
92262-72-1
Estazolam
8.0706 / 8.5nM
8-chloro-6-phenyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
3261
29975-16-4
Alprazolam
7.699 / 20nM
8-chloro-6-phenyl-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
2118
28981-97-7
Triazolam
8.3979 / 4nM
8-chloro-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
5556
28911-01-5
alpha-Hydroxytriazolam
8.3768 / 4.2nM
8-chloro-6-(2-chlorophenyl)-1-hydroxymethyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
1963
37115-45-0
Flualprazolam
8.3 †
8-chloro-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
10359044
28910-91-0
Iso-flualprazolam
8-fluoro-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
Desmethyltriazolam
8.3 †
8-chloro-6-(2-chlorophenyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
826660
42292-42-2
Nitrazolam
8.5 †
8-nitro-6-phenyl-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
20317278
28910-99-8
Desmethylnitrazolam
8.8 †
8-nitro-6-phenyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
20317280
30858-58-3
Clonazolam
9.5 †
8-nitro-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
12317881
33887-02-4
Flunitrazolam
8.8 †
8-nitro-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
137700379
2243815-18-9
Flubromazolam (JYI-73)
8.8 †
8-bromo-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
21930924
612526-40-6
Fluiodomazolam (BDBM50011621)
8-iodo-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
14851835
Triflumazolam (SCHEMBL7327294)
8-trifluoromethyl-6-phenyl-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
19010444
28910-98-7
JYI-70
8-ethynyl-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
14851900
XLI-296
8-ethynyl-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
14851901
Clobromazolam (DM-II-90)
8.2 †
8-bromo-6-(2-chlorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
1032830
87213-50-1
Bromazolam (XLI-268)
8.5 †
8-bromo-6-phenyl-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
12562546
71368-80-4
Pyrazolam (SH-I-04)
8.1 †
8-bromo-6-(pyridin-2-yl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
12562545
39243-02-2
Pyclazolam
8.2 †
8-chloro-6-(pyridin-2-yl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
20368150
Pynazolam
9.4 †
8-nitro-6-(pyridin-2-yl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
20368157
2034366-97-5
Pyeazolam (SH-TRI-108)
7.9 †
8-ethynyl-6-(pyridin-2-yl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
71811108
1349115-59-8
Adinazolam
6.8697 / 135nM
8-chloro-6-phenyl-1-(N,N-dimethylaminomethyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
37632
37115-32-5
U-42352
8-chloro-6-phenyl-1-(N-methylaminomethyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
119094
37115-33-6
Fluadinazolam
7.1 †
8-chloro-6-(2-fluorophenyl)-1-(N,N-dimethylaminomethyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
21537253
37391-59-6
U-43465 F
7.9431
8-chloro-1-[2-(dimethylamino) ethyl]-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine
134388
83983-74-8
Ro11-5073
8.4815 / 3.3nM
(4S)-8-chloro-6-(2-fluorophenyl)-1,4-dimethyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
101637147
Ro11-6679
8.3979 / 4nM
8-nitro-6-(2-fluorophenyl)-1,4-dimethyl-4H-benzo[f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
Ro17-4582
8.4559 / 3.5nM
4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
Etizolam
8.5086 / 3.1nM
2-ethyl-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
3307
40054-69-1
Deschloroetizolam
8.5 †
2-ethyl-4-phenyl-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
827322
40054-73-7
Desmethyletizolam
2-ethyl-4-(2-chlorophenyl)-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
12434325
40054-68-0
Fluetizolam
8.8 †
2-ethyl-4-(2-fluorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
12434320
40054-88-4
Nitizolam
2-nitro-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
70600959
Iprotizolam
2-isopropyl-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
67727941
Clotizolam (Ro11-1465)
8.8539 / 1.4nM
2-chloro-4-(2-chlorophenyl)-9-methyl-4H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
3041455
54123-06-7
Deschloroclotizolam
2-chloro-4-phenyl-9-methyl-4H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
157010678
1629324-97-5
Fluclotizolam
9.1 †
2-chloro-4-(2-fluorophenyl)-9-methyl-4H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
21317700
54123-15-8
Difluclotizolam
2-chloro-4-(2,6-difluorophenyl)-9-methyl-4H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
21317683
Brotizolam
8.9208
2-bromo-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
2451
57801-81-7
Flubrotizolam (LS-152,574)
9.6 †
2-bromo-4-(2-fluorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
3044878
57801-95-3
Ro14-1636
8.8239
2-iodo-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
14851924
Ciclotizolam
8.0 †
2-bromo-4-(2-chlorophenyl)-9-cyclohexyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
71949
58765-21-2
Ro11-7800
8.5376 / 2.9nM
(2-chloro-4-(2-chlorophenyl)-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepin-9-yl)methanamine
Zapizolam
8.8 †
8-chloro-6-(2-chlorophenyl)-4H-pyrido[2,3-f] [1,2,4]triazolo[4,3-a] [1,4]diazepine
68832
64098-32-4
Rilmazolam (LS-188,599)
7.3 †
8-chloro-6-(2-chlorophenyl)-N,N-dimethyl-4H-1,2,4-triazolo[1,5-a] [1,4]benzodiazepine-2-carboxamide
148494
50330-59-1
Midazolam
8.3188 / 4.8nM
8-chloro-6-(2-fluorophenyl)-1-methyl-4H-imidazo[1,5-a] [1,4]benzodiazepine
4192
59467-70-8
alpha-Hydroxymidazolam
8.3468 / 4.5nM
8-chloro-6-(2-fluorophenyl)-1-hydroxymethyl-4H-imidazo[1,5-a] [1,4]benzodiazepine
107917
59468-90-5
Ro22-0284
8-chloro-6-(2-fluorophenyl)-1-hydroxymethyl-4-hydroxy-4H-imidazo[1,5-a] [1,4]benzodiazepine
10316307
64740-68-7
Climazolam
8.1 †
8-chloro-6-(2-chlorophenyl)-1-methyl-4H-imidazo[1,5-a] [1,4]benzodiazepine
68790
59467-77-5
Remimazolam
8.3 †
methyl 3-[(4S)-8-bromo-1-methyl-6-(pyridin-2-yl)-4H-imidazo[1,2-a] [1,4]benzodiazepin-4-yl]propanoate
9824461
308242-62-8
Ro15-8670
7.8239 / 15nM
ethyl 8-chloro-6-phenyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
14907889
JYI-32
ethyl 8-bromo-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
21930922
JY-XHE-057
ethyl 8-ethynyl-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
21065283
Ro16-0529
7.8539 / 14nM
tert-butyl 7-chloro-6-phenyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
Ro21-5205
8.1308 / 7.4nM
methyl 8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
12801973
SH-053-R-CH3-2'F
7.9 †
ethyl (4R)-8-ethynyl-6-(2-fluorophenyl)-4-methyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
11574585
872874-14-1
HZ-166
ethyl 8-ethynyl-6-(pyridin-2-yl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
10309028
612527-56-7
MP-III-022
9.1 †
(4R)-8-ethynyl-6-(2-fluorophenyl)-N,4-dimethyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
130439777
GL-II-73
(4R)-8-ethynyl-6-(2-fluorophenyl)-N,N,4-trimethyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
130439778
YT-III-31
8-ethynyl-6-phenyl-N-methyl-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
49848318
Ro22-1892
7.9208 / 12nM
8-chloro-6-(2-fluorophenyl)-3-(isopropoxycarbonyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine 5-oxide
Ro22-0992
7.8861 / 13nM
8-chloro-6-(2-chlorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylic acid
Ro21-8137
8.4559 / 3.5nM
8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
Ro21-8384
8.4202
8-chloro-6-(2-chlorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
162997
63176-94-3
Imidazenil
8.8 †
8-fluoro-6-(2-bromophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
119194
151271-08-8
Ro23-0364
6-(2-chlorophenyl)-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
194998
113066-25-4
Ro21-8482
7.585 / 26nM
8-chloro-6-(2-chlorophenyl)-1-[(dimethylamino)methyl]-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
Loprazolam
8.2007
(2Z)-6-(2-chlorophenyl)-2-[(4-methyl-1-piperazinyl)methylene]-8-nitro-2,4-dihydro-1H-imidazo[1,2-a] [1,4]benzodiazepin-1-one
3033860
61197-73-7
Fluloprazolam
8.0 †
(2Z)-6-(2-fluorophenyl)-2-[(4-methyl-1-piperazinyl)methylene]-8-nitro-2,4-dihydro-1H-imidazo[1,2-a] [1,4]benzodiazepin-1-one
12371485
PS-I-35
(2Z)-6-phenyl-2-[(4-methyl-1-piperazinyl)methylene]-8-bromo-2,4-dihydro-1H-imidazo[1,2-a] [1,4]benzodiazepin-1-one
72660859
Ro14-1359
7.1549 / 70nM
7-chloro-5-(2-fluorophenyl)-1H-benzo[b]azepin-2(3H)-one
Ro15-8867
7.6021 / 25nM
7-nitro-5-(2-chlorophenyl)-1H-benzo[b]azepin-2(3H)-one
Ro14-7187
6.3872 / 410nM
1-methyl-6-phenyl-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine
85687871
Ro13-9868
7.3768 / 42nM
8-chloro-1-methyl-6-phenyl-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine
Ro14-5921
7.7212 / 19nM
8-chloro-6-(2-fluorophenyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine
20449965
Ro14-0304
8.1871 / 6.5nM
8-chloro-6-(2-fluorophenyl)-1-methyl-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine
20449964
Ro14-2652
8.2518 / 5.6nM
(8-chloro-6-(2-fluorophenyl)-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepin-1-yl)methanamine
Ro15-9270
8.301 / 5nM
6-(2-chlorophenyl)-1-methyl-8-nitro-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine
20450010
Ro14-0609
7.6126 / 24.4nM
8-chloro-6-(2-fluorophenyl)-5,6-dihydro-4H-benzo[f] [1,2,4]triazolo[4,3-a]azepine
Ro15-2201
8.8239 / 1.5nM
methyl 6-phenyl-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxylate
Ro15-0791
8.6021 / 2.5nM
ethyl 6-phenyl-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxylate
Ro15-2200
8.3768 / 4.2nM
ethyl 6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxylate
Ro14-3929
7.7959 / 16nM
ethyl 8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxylate
Ro14-3930
7.8239 / 15nM
8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a]azepine-3-carboxamide
Ro14-5568
6.6383 / 230nM
8-chloro-6-(2-fluorophenyl)-4H-benzo[f]imidazo[1,5-a]azepine
Ro22-1274
7.1249 / 75nM
8-chloro-1-(2-fluorophenyl)-3H-benzo[c]azepine
13271760
89376-31-8
Ro22-1251
7.9586 / 11nM
9-chloro-2-methyl-7-phenyl-5H-benzo[c]pyrimido[4,5-e]azepine
Ro22-1366
8.3979 / 4nM
9-chloro-7-(2-fluorophenyl)-2-methyl-5H-benzo[c]pyrimido[4,5-e]azepine
Ro22-2038
8.5528 / 2.8nM
9-chloro-7-(2-fluorophenyl)-5H-benzo[c]pyrimido[4,5-e]azepin-2-amine
Ro22-3245
8.5528 / 2.8nM
9-chloro-7-(2-chlorophenyl)-5H-benzo[c]pyrimido[4,5-e]azepine
Ro22-3148
6.3768 / 420nM
6-phenyl-2,4-dihydrobenzo[c] [1,2,3]triazolo[4,5-e]azepine
Ro22-3147
8.284 / 5.2nM
6-(2-chlorophenyl)-2,4-dihydrobenzo[c] [1,2,3]triazolo[4,5-e]azepine
Ro22-0780
7.9586 / 11nM
8-chloro-6-phenyl-2,4-dihydrobenzo[c] [1,2,3]triazolo[4,5-e]azepine
Ro22-2466
8.7212 / 1.9nM
8-chloro-6-(2-fluorophenyl)-2,4-dihydrobenzo[c] [1,2,3]triazolo[4,5-e]azepine
Ro22-2468
8.6021
Ro22-8515
8-chloro-6-(2-chlorophenyl)-1,4-dihydropyrrolo[3,4-d] [2]benzazepin-3(2H)-one
145981
Ro14-5974
8.1938 / 6.4nM
(S)-ethyl 9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
10041121
88552-32-3
Ro15-4941
8.7696 / 1.7nM
(S)-ethyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro14-5975
7.2076 / 62nM
(S)-ethyl 7-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-3607
7.3372 / 46nM
(S)-tert-butyl 8-methoxy-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-6624
8 / 10nM
(S)-tert-butyl 8-ethyl-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-3774
8.4949 / 3.2nM
(S)-tert-butyl 8-methyl-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-0071
8.4949 / 3.2nM
(S)-tert-butyl 9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-5824
8.4685 / 3.4nM
(S)-tert-butyl 8-(methylthio)-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-8912
8.2076 / 6.2nM
(S)-tert-butyl 8-fluoro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-4261
8.1135 / 7.7nM
(S)-tert-butyl 7-fluoro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-0075
8.6021
Ro16-6127
8.5086 / 3.1nM
(S)-tert-butyl 8-chloro-7-fluoro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-3058
7.0458
Bretazenil
8.6576
(S)-tert-butyl 8-bromo-9-oxo-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c] [1,4]benzodiazepine-1-carboxylate
107926
84379-13-5
EVT-201
7-chloro-3-(5-[(dimethylamino)methyl]-1,2,4-oxadiazol-3-yl)-5-methyl-4,5-dihydro-6H-imidazo[1,5-a] [1,4]benzodiazepin-6-one
9885841
308239-86-3
FG-8205
7-chloro-5-methyl-3-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)-4H-imidazo[1,5-a] [1,4]benzodiazepin-6-one
129710
122384-14-9
L-655,708
ethyl (13aS)-7-methoxy-9-oxo-11,12,13,13a-tetrahydro-9H-imidazo[1,5-a]pyrrolo[2,1-c] [1,4]benzodiazepine-1-carboxylate
5311203
130477-52-0
PWZ-029
8-chloro-3-(methoxymethyl)-5-methyl-4H-imidazo[1,5-a] [1,4]benzodiazepin-6-one
9971547
Ro48-6791
8-fluoro-5-methyl-3-(5-[(dipropylamino)methyl]-1,2,4-oxadiazol-3-yl)-4H-imidazo[1,5-a] [1,4]benzodiazepin-6-one
9953485
172407-17-9
Ro48-8684
8-fluoro-5-methyl-3-(5-[(dipropylamino)methyl]-1,3-oxazol-2-yl)-4H-imidazo[1,5-a] [1,4]benzodiazepin-6-one
9866317
Ro4882224
3,10-dichloro-9H-benzo[f]imidazo[1,5-a] [1,2,4]triazolo[1,5-d] [1,4]diazepine
11673720
Ro4938581
3-bromo-10-(difluoromethyl)-9H-benzo[f]imidazo[1,5-a] [1,2,4]triazolo[1,5-d] [1,4]diazepine
11624499
883093-10-5
Ro16-6605
8.6778
Ro16-6048
8.4815 / 3.3nM
(S)-tert-butyl 9-oxo-8-(trifluoromethyl)-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-6950
8.5528 / 2.8nM
(S)-tert-butyl 8-nitro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-4019
8.8539 / 1.4nM
(S)-propyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-3031
8.6021 / 2.5nM
(S)-isopropyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-9906
8.7696 / 1.7nM
(S)-allyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-7081
8.585
Ro16-7082
8.2007 / 6.3nM
(S)-isobutyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-7083
8.5376 / 2.9nM
(13aS)-sec-butyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-9918
8.6383 / 2.3nM
(S)-cyclopropylmethyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro16-4020
8.585
Ro16-6654
8.3979 / 4nM
(S)-cyclohexyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro17-3206
8.4685
Ro17-3207
8.284
Ro16-4021
8.8239
Ro17-1302
8.2757 / 5.3nM
(S)-phenyl 8-chloro-9-oxo-11,12,13,13a-tetrahydro-9H-benzo[e]imidazo[5,1-c]pyrrolo[1,2-a] [1,4]diazepine-1-carboxylate
Ro15-2427
IC50 >1000nM
5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxamide
Ro14-7437
8.5229 / 3nM
ethyl 5-methyl-6-oxo-4H-imidazo[1,5-a] [1,4]benzodiazepine-3-carboxylate
127597
83210-63-3
Sarmazenil (Ro15-3505)
8.5686 / 2.7nM
ethyl 7-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
71231
78771-13-8
Ro15-1310
8.1675 / 6.8nM
ethyl 8-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
114888
78756-33-9
Ro15-1746
IC50 >1000nM
ethyl 9-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
Ro15-3237
IC50 >1000nM
ethyl 10-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
Ro15-5623
8.699
Flumazenil
8.6021
ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
3373
78755-81-4
Ro15-4513
ethyl 8-azido-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
5081
91917-65-6
RY-031
ethyl 8-ethyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
10245056
TG-4-29
ethyl 8-vinyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
10591116
RY-080
ethyl 8-ethynyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
5311418
YT-II-76
ethyl 8-cyclopropyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
46214569
SVO-8-14
ethyl 8-allyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
15316982
SVO-8-30
ethyl 8-(furan-2-yl)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
15316986
SVO-8-67
ethyl 8-phenyl-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
15316984
TG-4-39
ethyl 8-(thiophen-2-yl)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
15316985
CD-214
cyclopropyl 8-chloro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
101652266
DM-139
t-butyl 8-(pyrrolidin-1-yl)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
10547937
DM-146
t-butyl 8-(piperidin-1-yl)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
10834569
DM-173
t-butyl 8-(dimethylamino)-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
10808192
DM-215
t-butyl 8-methoxy-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
10807310
Ro19-4603
t-butyl 5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a]thieno[2,3-f][1,4]diazepine-3-carboxylate
127382
99632-94-7
Iomazenil
ethyl 7-iodo-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a] [1,4]diazepine-3-carboxylate
10251042
127985-21-1
Ro17-9741
8.6198 / 2.4nM
(S)-methyl 8-chloro-9-oxo-9,11,12,12a-tetrahydroazeto[1,2-a]benzo[e]imidazo[5,1-c] [1,4]diazepine-1-carboxylate
Ro16-0858
8.8861
ethyl 8-chloro-9-oxo-12,12a-dihydro-9H,11H-azeto[1,2-a]benzo[e]imidazo[5,1-c] [1,4]diazepine-1-carboxylate
Ro16-0153
8.2757
tert-butyl 8-chloro-9-oxo-12,12a-dihydro-9H,11H-azeto[2,1-c]benzo[e]imidazo[1,5-a] [1,4]diazepine-1-carboxylate
Ro17-1812
8.8861
(S)-cyclopropylmethyl 8-chloro-9-oxo-9,11,12,12a-tetrahydroazeto[1,2-a]benzo[e]imidazo[5,1-c] [1,4]diazepine-1-carboxylate
146197
90450-01-4
Ro17-3211
8.62
Ro17-3401
9.0458
Ro17-3620
8.2924
Ro16-9351
8.4318
Ro16-9905
8.9208
Ro17-1338
9
Zopiclone
7.5086
6-(5-chloropyridin-2-yl)-7-oxo-6,7-dihydro-5H-pyrrolo[3,4-b]pyrazin-5-yl 4-methylpiperazine-1-carboxylate
5735
43200-80-2
Suriclone
8.6778
[6-(7-chloro- 1,8-naphthyridin-2-yl)- 5-oxo- 3,7-dihydro- 2H-[1,4]dithiino[2,3-c]pyrrol- 7-yl]4-methylpiperazine- 1-carboxylate
40903
53813-83-5
CL-218,872
6.9208
3-methyl-6-[3-(trifluoromethyl)phenyl]-[1,2,4]triazolo[3,4-f]pyridazine
107950
66548-69-4
GBLD-345
9
2-(4-aminophenyl)-3-methoxy-N-[(3-methoxyphenyl)methyl]imidazo[2,1-f]pyridazin-6-amine
4602899
122479-08-7
See also
References
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Further reading